Silicone rubber capable of resisting microbial adhesion as well as preparation method and application of silicone rubber

Abstract

The invention belongs to the technical field of biological materials, and discloses anti-microbial adhesion silicone rubber as well as a preparation method and application thereof. The preparation method comprises the following steps: mixing bornyl acrylate and an amino siloxane coupling agent, and carrying out Michael addition reaction to obtain a borneol-based siloxane monomer; the preparation method comprises the following steps: mixing a borneol-based siloxane monomer and hydroxyl-terminated polydimethylsiloxane, then adding a tin-based catalyst, pouring into a mold, and curing at room temperature to obtain the anti-microbial adhesion silicone rubber. The silicone rubber prepared by the invention has a relatively strong anti-adhesion effect on bacteria and fungi, can effectively prevent microbial adhesion, also has good mechanical properties and biocompatibility, and can be used as a silicone rubber product in the fields of medical treatment, food, adhesives, daily necessities and the like. The preparation method of the silicone rubber is simple, raw materials are easy to obtain, and the silicone rubber is suitable for large-scale production.

Description

Technical Field

[0001] The present invention relates to the technical field of biomaterials, and in particular to an antimicrobial adhesion silicone rubber and a preparation method and application thereof. Background Art

[0002] Bacterial and fungal infections have always been a matter of concern. For a long time, infections and even deaths caused by microbial contamination have posed a major threat to human health. Fungicides play a vital role in controlling microbial contamination and infection. However, traditional fungicides currently have problems such as short effectiveness and environmental pollution. Therefore, preventing microorganisms at the source is crucial for the contamination and spread of material surfaces.

[0003] Silicone rubber is widely used in life and production, involving the fields of medical treatment, food, adhesives, daily necessities, etc. However, the current silicone rubber products do not have antibacterial and anti-mildew properties, which causes related pathogenic microorganisms to adhere to their surface, causing damage to the substrate and increasing the risk of microbial transmission and infection. Therefore, the development of an antimicrobial adhesion silicone rubber is of great significance to reduce microbial infection. Summary of the invention

[0004] The purpose of the present invention is to provide an antimicrobial adhesion silicone rubber and a preparation method and application thereof, so as to solve the problem that the silicone rubber used in the fields of existing medical, food, adhesives, daily necessities, etc. does not have antibacterial and anti-mildew properties.

[0005] In order to achieve the above-mentioned object of the invention, the present invention provides the following technical solutions:

[0006] The present invention provides an antimicrobial adhesion silicone rubber, which is mainly obtained by condensation reaction of borneol-based siloxane monomer and terminal hydroxyl polydimethylsiloxane;

[0007] The borneol-based siloxane monomer is mainly obtained by reacting borneol acrylate with an aminosiloxane coupling agent through a Michael addition reaction;

[0008] The structure of the antimicrobial adhesion silicone rubber is shown in Formula I or Formula II:

[0009]

[0010] Wherein, in Formula I and Formula II, R is n is independently a positive integer.

[0011] Preferably, in the above-mentioned antimicrobial adhesion silicone rubber, the borneol acrylate is one or more of L-borneol acrylate, D-borneol acrylate, and Iso-borneol acrylate.

[0012] Preferably, in the above-mentioned antimicrobial adhesion silicone rubber, the aminosiloxane coupling agent is KH540 and / or KH550.

[0013] Preferably, in the above-mentioned antimicrobial adhesion silicone rubber, the viscosity of the terminal hydroxyl polydimethylsiloxane is 1000-5000 cP.

[0014] The present invention also provides a method for preparing antimicrobial adhesion silicone rubber, comprising the following steps:

[0015] Mixing borneol acrylate and aminosiloxane coupling agent to carry out Michael addition reaction to obtain borneol-based siloxane monomer;

[0016] The borneol-based siloxane monomer and the terminal hydroxyl polydimethylsiloxane are mixed, and then a tin-based catalyst is added, poured into a mold, and cured at room temperature to obtain an antimicrobial adhesion silicone rubber.

[0017] Preferably, in the above method for preparing the antimicrobial adhesion silicone rubber, the molar ratio of the borneol acrylate to the aminosiloxane coupling agent is 0.4-2.4:1.

[0018] Preferably, in the above-mentioned method for preparing antimicrobial adhesion silicone rubber, the temperature of the Michael addition reaction is 40 to 80° C.; and the time of the Michael addition reaction is 12 to 72 hours.

[0019] Preferably, in the above-mentioned method for preparing antimicrobial adhesion silicone rubber, the Michael addition reaction is carried out in the absence of a solvent or in the presence of a solvent; the solvent is ethanol and / or methanol.

[0020] Preferably, in the above-mentioned method for preparing the antimicrobial adhesion silicone rubber, the mass ratio of the borneol-based siloxane monomer to the terminal hydroxyl polydimethylsiloxane is 1-9:8-9.

[0021] The present invention also provides an antimicrobial adhesion silicone rubber or an application of an antimicrobial adhesion silicone rubber prepared by a method for preparing the antimicrobial adhesion silicone rubber in antimicrobial products.

[0022] It can be seen from the above technical solution that compared with the prior art, the present invention has the following beneficial effects:

[0023] The antimicrobial adhesion silicone rubber prepared by the present invention has a strong anti-adhesion effect on both bacteria and fungi, can effectively prevent microbial adhesion, and at the same time, the silicone rubber also has good mechanical properties and biocompatibility, and can be used as a silicone rubber product in the fields of medical treatment, food, adhesives, daily necessities, etc. The preparation method of the silicone rubber of the present invention is simple, the raw materials are easily available, and the borneol-based siloxane monomer can be hydrolyzed at room temperature and condensed with the terminal hydroxyl polydimethylsiloxane for curing. The process is energy-saving and environmentally friendly and is suitable for large-scale production. BRIEF DESCRIPTION OF THE DRAWINGS

[0024] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required to be used in the description of the embodiments or the prior art are briefly introduced below.

[0025] Figure 1 Schematic diagram of the bending of the silicone rubber of Example 1;

[0026] Figure 2 Schematic diagram of the stretching of the silicone rubber of Example 1;

[0027] Figure 3 is the tension-elongation curve of the silicone rubber of Example 1;

[0028] Figure 4 The elongation at break and elastic modulus bar graph of the silicone rubber of Example 1;

[0029] Figure 5 This is a comparison chart of the antibacterial adhesion performance of the silicone rubber of Example 1 and commercially available silicone rubber;

[0030] Figure 6 This is a comparison chart of the antifungal adhesion performance of the silicone rubber of Example 1 and commercially available silicone rubber;

[0031] Figure 7 The cytotoxicity test results of the silicone rubber in Example 1 and commercially available silicone rubber are shown in FIG. DETAILED DESCRIPTION

[0032] The present invention provides an antimicrobial adhesion silicone rubber, which is mainly obtained by condensation reaction of borneol-based siloxane monomer and terminal hydroxyl polydimethylsiloxane;

[0033] The borneol-based siloxane monomer is mainly obtained by reacting borneol acrylate with an aminosiloxane coupling agent through a Michael addition reaction;

[0034] The structure of the antimicrobial adhesion silicone rubber is shown in Formula I or Formula II:

[0035]

[0036] Wherein, in Formula I and Formula II, R is n is independently a positive integer.

[0037] In the present invention, the borneol acrylate is preferably one or more of L-borneol acrylate, D-borneol acrylate, and Iso-borneol acrylate, more preferably L-borneol acrylate or Iso-borneol acrylate, and more preferably L-borneol acrylate.

[0038] In the present invention, the aminosiloxane coupling agent is preferably KH540 and / or KH550, more preferably KH540 or KH550, and more preferably KH540.

[0039] In the present invention, the viscosity of the hydroxy-terminated polydimethylsiloxane is preferably 1000 to 5000 cP, more preferably 2000 to 4000 cP, and even more preferably 2800 cP.

[0040] The present invention also provides a method for preparing antimicrobial adhesion silicone rubber, comprising the following steps:

[0041] Mixing borneol acrylate and aminosiloxane coupling agent to carry out Michael addition reaction to obtain borneol-based siloxane monomer;

[0042] The borneol-based siloxane monomer and the terminal hydroxyl polydimethylsiloxane are mixed, and then a tin-based catalyst is added, poured into a mold, and cured at room temperature to obtain an antimicrobial adhesion silicone rubber.

[0043] In the present invention, the molar ratio of the borneol acrylate to the aminosiloxane coupling agent is preferably 0.4 to 2.4:1, more preferably 1 to 2:1, and more preferably 1.2:1.

[0044] In the present invention, the temperature of the Michael addition reaction is preferably 40-80°C, more preferably 50-70°C, and more preferably 60°C; the time of the Michael addition reaction is preferably 12-72h, more preferably 18-56h, and more preferably 24-48h.

[0045] In the present invention, the Michael addition reaction is preferably carried out in the absence of a solvent or in the presence of a solvent, and is more preferably carried out in the presence of a solvent; the solvent is preferably ethanol and / or methanol, and is more preferably methanol; the mass ratio of the solvent to borneol acrylate is preferably 1 to 10:1, and is more preferably 3 to 8:1, and is more preferably 5:1.

[0046] In the present invention, the Michael addition reaction further includes reduced pressure distillation after completion.

[0047] In the present invention, the mass ratio of the borneol-based siloxane monomer to the hydroxy-terminated polydimethylsiloxane is preferably 1-9:8-9, more preferably 4-9:9, and more preferably 8:9.

[0048] In the present invention, the tin-based catalyst is preferably dibutyltin dilaurate; the usage ratio of the tin-based catalyst and borneol-based siloxane monomer is preferably 10-150 μL:1-9 g, more preferably 30-100 μL:2-7 g, and more preferably 90 μL:5 g.

[0049] In the present invention, the method for mixing the borneol-based siloxane monomer and the terminal hydroxyl polydimethylsiloxane is preferably stirring; and the stirring time is preferably 10 minutes.

[0050] In the present invention, the step of adding the tin-based catalyst further includes stirring for 10 minutes.

[0051] In the present invention, the room temperature curing time is preferably ≥48 h, more preferably ≥60 h, and more preferably 72 h.

[0052] The present invention also provides an antimicrobial adhesion silicone rubber or an application of an antimicrobial adhesion silicone rubber prepared by a method for preparing the antimicrobial adhesion silicone rubber in antimicrobial products.

[0053] Unless otherwise specified, all drugs in the following examples of the present invention were obtained from commercial channels.

[0054] In the following embodiments of the present invention, the strains used in the antifungal and antibacterial experiments include: Aspergillus niger (ATCC 16404); Staphylococcus aureus (ATCC 225923); Escherichia coli (ATCC 225922), wherein the term "ATCC" refers to the American Type Culture Collection. All of the above strains were purchased from the China Industrial Microbiological Strain Collection Management Center, and each strain was used as an experimental strain to perform antifungal or antibacterial experiments on the samples to be tested.

[0055] In the following examples of the present invention, the malt extract (wort) agar medium used in the antifungal experiment, the tryptic soy agar medium (TSA) used for bacterial counts in the antibacterial experiment, and the TSB medium (tryptic soy liquid medium) used for preparing bacterial culture were all purchased from Beijing Aoboxing Biotechnology Co., Ltd.

[0056] In the following embodiments of the present invention, the method for determining the antifungal or bacterial adhesion performance is as follows:

[0057] (1) Determination of antifungal adhesion properties: The silicone rubber was cut into circular samples with a diameter of 10.0±0.1 mm, and sterilized by irradiating the front and back sides under ultraviolet light for 1 h, and then co-cultured with fungi. Specifically, the silicone rubber was flat on the malt extract agar medium, 1 to 2 cm away from the center of the culture dish, and then 10 μL of fungal liquid (fungal spore liquid, containing spores (1 to 5) × 10 8 / mL), and cultured at a constant temperature and humidity of 85%±5% and 30℃ for 8 days, and observed and recorded the contamination of the silicone rubber surface with a camera. The evaluation criteria for the anti-mildew effect are shown in Table 1. When no mold growth is observed on the surface of the test sample by naked eyes, the test is judged to be effective, otherwise the test is invalid.

[0058] Table 1 Evaluation criteria for anti-mildew effect

[0059] Mold growth Mildew resistance level No obvious mold growth under a magnifying glass 0 Mold growth is sparse or localized, covering less than 10% of the sample surface 1 The coverage area of ​​mold on the sample surface is less than 30% (10-30%) 2 The coverage area of ​​mold on the sample surface is less than 60% (30-60%) 3 The mold covers 60% or more of the sample surface 4

[0060] (2) Determination of antibacterial adhesion performance: Cut the silicone rubber into circular samples with a diameter of 10.0±0.1 mm, irradiate the front and back sides under ultraviolet light for 1 h for sterilization, and then co-culture with bacteria. Specifically, first configure the bacterial concentration to 10 7 CFU / mL of PBS / normal saline bacterial suspension, immerse the silicone rubber in 1mL of bacterial concentration of 10 7 CFU / mL PBS / normal saline bacterial suspension, fully contact with silicone rubber and co-culture at 37℃ for 6h, remove the silicone rubber, wash it three times with sterile PBS / normal saline, finally remove the washing solution with filter paper, put it in 1.8mL sterile normal saline, ultrasonically treat it for 15min, take 100μL for plate coating, culture it at 37±2℃ for 24h, count the plate colonies, and calculate the antibacterial adhesion rate according to formula (1):

[0061] R(%)=[(AB) / A]×100% (1)

[0062] In formula (1):

[0063] R—anti-bacterial adhesion rate of silicone rubber;

[0064] A—The number of bacteria adhering to the surface of control silicone rubber after 6 hours of interaction with bacterial solution (CFU / mL);

[0065] B—The number of bacteria adhering to the surface of the silicone rubber prepared in Example after 6 hours of exposure (CFU / mL).

[0066] In the following embodiments of the present invention, the cytotoxicity test method is as follows:

[0067] Extract preparation: 3cm 2The silicone rubber was immersed in 1 mL of RPMI1640 culture medium and incubated for 24 h in a humidified incubator at 37° C., 95% air and 5% CO 2 to obtain an extract.

[0068] MTT colorimetric assay for cytotoxicity: Mouse fibroblasts L929 (purchased from China Peking Union Medical College Cell Resource Center (CRC / PUMC)) were cultured in RPMI1640 medium containing 10% FBS, 100U / mL penicillin and 100ug / mL streptomycin to the logarithmic growth phase under 37°C, 95% air and 5% CO2 humidified incubator conditions, and then prepared into single cell suspensions with fresh culture medium. The single cell suspension of L929 was inoculated in a 96-well plate at a density of 8000 cells per well, 100μL per well. Incubate for 24h in a humidified incubator at 37°C, 95% air and 5% CO2. The culture medium in the well plate was discarded, and 100uL of the extract was added and cultured for 24h. The cell viability was determined by MTT colorimetry. 10 μL of MTT solution (5 mg / mL) was added to each well to determine the cell viability. The cells were incubated at 37°C for 4 h, and then 100 μL of sodium dodecyl sulfate solution (SDS) was added to each well and gently shaken to dissolve evenly. The plate was placed in an ELISA reader, and the relative cell viability was calculated at an absorbance of 570 nm according to the following formula:

[0069] Cell viability (%) = (Abs570 sample - Abs570 control) / (As570 cells - Abs570 control) × 100%

[0070] Among them, Abs570 sample represents the absorbance of cells cultured with silicone rubber material extract, Abs570 control represents the absorbance of blank culture medium, and Abs570 cell represents the absorbance of cells not treated with samples.

[0071] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0072] Example 1

[0073] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0074] (1) 4.16 g of ethanol and 1.79 g of KH540 were weighed and placed in a reaction bottle, and then 4.16 g of Iso-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 50° C. for 60 h; after stopping the reaction, the product was collected, the solvent and unreacted raw materials were removed by reduced pressure distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0075] (2) 8.00 g of hydroxy-terminated polydimethylsiloxane with a viscosity of 5000 cP and 2.00 g of borneol-based siloxane monomer were weighed into a reaction bottle, and the mixture was vigorously stirred for 10 min until uniform. Then, 100 μL of dibutyltin dilaurate was added and the mixture was vigorously stirred for another 10 min. The mixture was then poured into a mold and cured at room temperature for 48 h to obtain an antimicrobial adhesion silicone rubber.

[0076] The appearance of the silicone rubber prepared above is as follows Figure 1 and Figure 2 As shown in the figure, the mechanical properties of silicone rubber are tested as follows Figure 3 and Figure 4 As shown. Figure 1 and Figure 2 It can be seen that silicone rubber has good elasticity. Figure 3 and Figure 4 It can be seen that the elongation at break of silicone rubber is 246.7%, the elastic modulus of linear deformation is 4.72 kPa, and the mechanical properties are good.

[0077] Commercially available silicone rubber (Dow Corning 184, purchased from Songsen New Materials Technology Co., Ltd., Shenzhen) was used as the control group, and the silicone rubber prepared as above was used as the experimental group to conduct antifungal adhesion assay, antibacterial adhesion assay, and cytotoxicity test. The results are shown in Figures 5 to 7 As shown. Figure 5 The comparison between the control group and the experimental group showed that the anti-Staphylococcus aureus adhesion rate was 99.6%, and the anti-Escherichia coli adhesion rate was 99.3%. Figure 6 The comparison between the control group and the experimental group shows that the corresponding mildew resistance level determined by the antifungal adhesion experiment is level 0, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects. Figure 7 It can be seen that the cell survival rate is 98.0%, indicating that the silicone rubber of the present invention has good biocompatibility.

[0078] Example 2

[0079] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0080] (1) 10.40 g of methanol and 1.79 g of KH540 were weighed and placed in a reaction bottle, and then 2.08 g of L-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 60° C. for 36 h; after stopping the reaction, the product was collected, the solvent and unreacted raw materials were removed by reduced pressure distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0081] (2) Weigh 9.00 g of hydroxy-terminated polydimethylsiloxane with a viscosity of 2800 cP and 9.00 g of borneol-based siloxane monomer into a reaction bottle, stir vigorously for 10 min until uniform, add 90 μL of dibutyltin dilaurate and continue to stir vigorously for 10 min, then pour into a mold and cure at room temperature for 60 h to obtain an antimicrobial adhesion silicone rubber.

[0082] After antifungal adhesion test and antibacterial adhesion test, the results show that the anti-Staphylococcus aureus adhesion rate is 99.1%, the anti-Escherichia coli adhesion rate is 98.9%, and the antifungal adhesion experiment determines that the corresponding mildew resistance level is 0, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects.

[0083] Example 3

[0084] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0085] (1) 2.21 g of KH550 was weighed and placed in a reaction bottle, and then 0.832 g of D-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 80° C. for 12 h; after stopping the reaction, the product was collected, and the unreacted raw materials were removed by vacuum distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0086] (2) 8.00 g of hydroxy-terminated polydimethylsiloxane with a viscosity of 5000 cP and 5.00 g of borneol-based siloxane monomer were weighed into a reaction bottle, and the mixture was vigorously stirred for 10 min until uniform. Then, 130 μL of dibutyltin dilaurate was added and the mixture was vigorously stirred for another 10 min. The mixture was then poured into a mold and cured at room temperature for 72 h to obtain an antimicrobial adhesion silicone rubber.

[0087] After antifungal adhesion test and antibacterial adhesion test, the results show that the anti-Staphylococcus aureus adhesion rate is 97.8%, the anti-Escherichia coli adhesion rate is 96.9%, and the antifungal adhesion experiment determines that the corresponding mildew resistance level is 0, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects.

[0088] Example 4

[0089] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0090] (1) 0.832 g of ethanol and 2.21 g of KH550 were weighed and placed in a reaction bottle, and then 0.832 g of Iso-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 40° C. for 72 h; after stopping the reaction, the product was collected, the solvent and unreacted raw materials were removed by reduced pressure distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0091] (2) Weigh 9.00 g of 1000 cP hydroxy-terminated polydimethylsiloxane and 1.00 g of borneol-based siloxane monomer into a reaction bottle, stir vigorously for 10 min until uniform, add 10 μL of dibutyltin dilaurate and continue to stir vigorously for 10 min, then pour into a mold and cure at room temperature for 48 h to obtain an antimicrobial adhesion silicone rubber.

[0092] After antifungal adhesion test and antibacterial adhesion test, the results show that the anti-Staphylococcus aureus adhesion rate is 90.2%, the anti-Escherichia coli adhesion rate is 91.1%, and the antifungal adhesion experiment determines that the corresponding mildew resistance level is level 1, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects.

[0093] Example 5

[0094] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0095] (1) 16.64 g of methanol and 2.21 g of KH550 were weighed and placed in a reaction bottle, and then 1.664 g of L-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 60° C. for 48 h; after stopping the reaction, the product was collected, the solvent and unreacted raw materials were removed by reduced pressure distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0096] (2) Weigh 9.00 g of hydroxy-terminated polydimethylsiloxane with a viscosity of 2800 cP and 3.00 g of borneol-based siloxane monomer into a reaction bottle, stir vigorously for 10 min until uniform, add 60 μL of dibutyltin dilaurate and continue to stir vigorously for 10 min, then pour into a mold and cure at room temperature for 60 h to obtain an antimicrobial adhesion silicone rubber.

[0097] After antifungal adhesion test and antibacterial adhesion test, the results show that the anti-Staphylococcus aureus adhesion rate is 95.6%, the anti-Escherichia coli adhesion rate is 96.2%, and the antifungal adhesion experiment determines that the corresponding mildew resistance level is 0, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects.

[0098] Example 6

[0099] This embodiment provides an antimicrobial adhesion silicone rubber, and the preparation method thereof comprises the following steps:

[0100] (1) 1.79 g of KH540 was weighed and placed in a reaction bottle, and then 4.992 g of D-borneol acrylate was added to the reaction bottle, stirred evenly, and reacted at 80° C. for 24 h; after stopping the reaction, the product was collected, and the unreacted raw materials were removed by vacuum distillation, and the borneol-based siloxane monomer was obtained after vacuum drying;

[0101] (2) Weigh 9.00 g of 1000 cP hydroxy-terminated polydimethylsiloxane and 6.00 g of borneol-based siloxane monomer into a reaction bottle, stir vigorously for 10 min until uniform, add 15 μL of dibutyltin dilaurate and continue to stir vigorously for 10 min, then pour into a mold and cure at room temperature for 72 h to obtain an antimicrobial adhesion silicone rubber.

[0102] After antifungal adhesion test and antibacterial adhesion test, the results show that the anti-Staphylococcus aureus adhesion rate is 99.7%, the anti-Escherichia coli adhesion rate is 99.5%, and the antifungal adhesion experiment determines that the corresponding mildew resistance level is level 0, indicating that the silicone rubber of the present invention has excellent antifungal and bacterial adhesion effects.

[0103] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principle of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.

Claims

1. An antimicrobial adhesion silicone rubber, characterized in that: It is mainly obtained by condensation reaction of borneol-based siloxane monomer and terminal hydroxyl polydimethylsiloxane; The borneol-based siloxane monomer is mainly obtained by reacting borneol acrylate with an aminosiloxane coupling agent through a Michael addition reaction; The structure of the antimicrobial adhesion silicone rubber is shown in Formula I or Formula II: Wherein, in Formula I and Formula II, R is n is independently a positive integer.

2. The antimicrobial adhesion silicone rubber according to claim 1, characterized in that: The borneol acrylate is one or more of L-borneol acrylate, D-borneol acrylate, and Iso-borneol acrylate.

3. The antimicrobial adhesion silicone rubber according to claim 2, characterized in that: The aminosiloxane coupling agent is KH540 and / or KH550.

4. The antimicrobial adhesion silicone rubber according to claim 3, characterized in that: The viscosity of the terminal hydroxyl polydimethylsiloxane is 1000-5000 cP.

5. A method for preparing an antimicrobial adhesion silicone rubber according to any one of claims 1 to 4, characterized in that: The following steps are involved: Mixing borneol acrylate and aminosiloxane coupling agent to carry out Michael addition reaction to obtain borneol-based siloxane monomer; The borneol-based siloxane monomer and the terminal hydroxyl polydimethylsiloxane are mixed, and then a tin-based catalyst is added, poured into a mold, and cured at room temperature to obtain an antimicrobial adhesion silicone rubber.

6. The method for preparing an antimicrobial adhesion silicone rubber according to claim 5, characterized in that: The molar ratio of the borneol acrylate to the aminosiloxane coupling agent is 0.4-2.4:

1.

7. A method for preparing an antimicrobial adhesion silicone rubber according to claim 5 or 6, characterized in that: The temperature of the Michael addition reaction is 40 to 80° C.; the time of the Michael addition reaction is 12 to 72 hours.

8. The method for preparing an antimicrobial adhesion silicone rubber according to claim 5, characterized in that: The Michael addition reaction is carried out without solvent or with solvent; the solvent is ethanol and / or methanol.

9. The method for preparing an antimicrobial adhesion silicone rubber according to claim 7, characterized in that: The mass ratio of the borneol-based siloxane monomer to the terminal hydroxyl polydimethylsiloxane is 1-9:8-9.

10. Use of an antimicrobial adhesion silicone rubber as claimed in any one of claims 1 to 4 or an antimicrobial adhesion silicone rubber prepared by the preparation method of an antimicrobial adhesion silicone rubber as claimed in any one of claims 5 to 9 in antimicrobial products.

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